Reaktion #309036

ord-ae0fd16c91574504896206a7ea4213f6

Reaktionsgleichung

O
water
O=c1[nH]ncc(Cl)c1Cl
4,5-dichloropyridazin-6-one
CCN(C(C)C)C(C)C
N,N-diisopropylethylamine
COCBr
bromomethyl methyl ether
COCn1ncc(Cl)c(Cl)c1=O
4,5-dichloro-2-methoxymethyl-2H-pyridazin-3-one
Ausbeute 74.8%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat room temperature
  2. 2
    Einengenwas then concentrated
  3. 3
    SonstigePurification by column chromatography (1% MeOH in CH2Cl2)

Vorschrift

To a stirred solution of 4,5-dichloropyridazin-6-one (5.00 g, 30.3 mmol) and N,N-diisopropylethylamine (7.92 mL, 45.5 mmol) in methylenechloride (50 mL) was added slowly, bromomethyl methyl ether (4.79 mL, 60.6 mmol) at room temperature (water-bath). The reaction was stirred for 22 h and was then concentrated. Purification by column chromatography (1% MeOH in CH2Cl2) gave 4.74 g (74.8%) of 4,5-dichloro-2-methoxymethyl-2H-pyridazin-3-one.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08207168B2uspto-grants-2012_06